1,3,5-Hexatriene, (E)-
- Formula: C6H8
- Molecular weight: 80.1277
- IUPAC Standard InChI: InChI=1S/C6H8/c1-3-5-6-4-2/h3-6H,1-2H2/b6-5+
- IUPAC Standard InChIKey: AFVDZBIIBXWASR-AATRIKPKSA-N
- CAS Registry Number: 821-07-8
- Chemical structure:
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- Other names: (E)-1,3,5-Hexatriene; trans-Hexatriene; trans-1,3,5-Hexatriene; 1,3,5-Hexatriene, trans-; (E)-CH2=CHCH=CHCH=CH2
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Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔcH°liquid | -3630. ± 10. | kJ/mol | Ccb | Kreysig, Friebe, et al., 1968 | Benzene as standard substance; Corresponding ΔfHºliquid = 123.1 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 353.4 | K | N/A | Hwa, De Benneville, et al., 1960 | Uncertainty assigned by TRC = 2. K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 20.5 | kJ/mol | V | Kreysig, Friebe, et al., 1968 | Benzene as standard substance; ALS |
Reaction thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
3 +
=
By formula: 3H2 + C6H8 = C6H14
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -335. ± 3. | kJ/mol | Chyd | Fang and Rogers, 1992 | liquid phase; solvent: Cyclohexane |
| ΔrH° | -332.3 ± 0.92 | kJ/mol | Chyd | Turner, Mallon, et al., 1973 | liquid phase; solvent: Glacial acetic acid |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, NIST Free Links, NIST Subscription Links, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Kreysig, Friebe, et al., 1968
Kreysig, V.D.; Friebe, R.; Aparowsky, H.; Schirmer, J.,
Verbrennungsenthalpie und diamagnetische Suszeptibilitat von n-trans-Hexatrien-1,3,5,
J. Prakt. Chem., 1968, 37, 329-336. [all data]
Hwa, De Benneville, et al., 1960
Hwa, J.C.H.; De Benneville, P.L.; Sims, H.J.,
A New Preparation of 1,3,5-Hexatriene and the Separation of Its Geometrical Isomers,
J. Am. Chem. Soc., 1960, 82, 2537-40. [all data]
Fang and Rogers, 1992
Fang, W.; Rogers, D.W.,
Enthalpy of hydrogenation of the hexadienes and cis- and trans-1,3,5-hexatriene,
J. Org. Chem., 1992, 57, 2294-2297. [all data]
Turner, Mallon, et al., 1973
Turner, R.B.; Mallon, B.J.; Tichy, M.; Doering, W.v.E.; Roth, W.R.; Schroder, G.,
Heats of hydrogenation. X. Conjugative interaction in cyclic dienes and trienes,
J. Am. Chem. Soc., 1973, 95, 8605-8610. [all data]
Notes
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- Symbols used in this document:
Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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